Osprey/Nokomis Homes with Private Pool type

Osprey/Nokomis Homes with Private Pool type

Welcome to Osprey and Nokomis, two charming communities nestled along Florida's stunning Gulf Coast in Sarasota County. Known for their serene atmosphere, these coastal gems offer a perfect blend of natural beauty, vibrant culture, and a relaxed lifestyle. Osprey, with its lush landscapes and proximity to the captivating Oscar Scherer State Park, is a haven for outdoor enthusiasts, while Nokomis boasts picturesque beaches and a quaint, small-town vibe.

For those seeking the ultimate in luxury and relaxation, homes with private pools are a standout feature in this region. Imagine stepping out into your own backyard oasis, where you can soak up the sun, host lively barbecues, or simply unwind in the tranquil waters of your pool. These homes not only provide a personal retreat but also enhance the overall Florida living experience, allowing you to enjoy the warm climate year-round.

The real estate market in Osprey and Nokomis offers a diverse array of properties, from charming single-family homes to elegant estates, many of which come with stunning private pools. Whether you’re looking for a cozy retreat or a spacious family home, you’ll find that these communities cater to all lifestyles and budgets.

With a strong sense of community, excellent schools, and easy access to nearby amenities, Osprey and Nokomis are perfect for families, retirees, and anyone looking to embrace the laid-back Florida lifestyle. Discover your dream home with a private pool today, and start living the life you've always imagined in this idyllic coastal paradise!

Newest Osprey/Nokomis Homes with Private Pool type

269 Palmaria Court, Nokomis
$659,900
3 Beds ⋅ 3 Baths ⋅ Vicenza SubDv. ⋅ 34275 Zip Code
BEAUTIFUL PRESERVE VIEWS, A PRIVATE POOL, AND IMMACULATE CONDITION! Discover this freshly painted 3-bedroom, 3-bath Applause model by Neal Communities in the sought-after community of VICENZA. Meticulously maintained inside and out, this exceptionally clean, MOVE IN READY home reflects pride of ownership at every turn. Backing to a beautiful preserve and private walking trails, this homesite offers an oversized feel and wonderful privacy-- like having A PARK IN YOUR OWN BACKYARD. Your private pool takes center stage, framed by lush greenery and tranquil preserve views. From quiet mornings poolside to relaxed afternoons with friends, this inviting outdoor retreat captures the beauty of Florida living. Inside, tile flooring throughout high traffic areas allows for easy maintenance, while impact windows and a whole home generator provide added storm protection and peace of mind. With NO CDD and LOW HOA fees, VICENZA offers an exceptional setting with 2.5 miles of private walking trails winding through the neighborhood and preserves. Community paths lead directly to the Myakka park offering opportunities to fish, launch a kayak, and enjoy the outdoors. Tucked among preserves and natural spaces in the desirable Nokomis–Venice area, this location combines a peaceful neighborhood setting with everyday convenience. Enjoy approximately 15-minute access to Gulf beaches, 20+minute drive to Sarasota, and restaurants and shopping just 5–10 minutes away. Additionally, the new, state of the art, Sarasota Memorial Hospital’s Venice campus is just down the road! Beautiful surroundings, safety and security, convenient access, and a meticulously cared-for pool home—this is a special opportunity to LOVE WHERE YOU LIVE!

269 Palmaria Court, Nokomis

156 Bishopscourt Road, Osprey
$1,289,000
3 Beds ⋅ 4 Baths ⋅ Bishops Court At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
This stunning 3 bedroom, 3.5 bath home, designed by the renowned architect Frank Folsom Smith, stands out with its unique design. The charming Cape Cod style sets the stage for comfortable, graceful living. The home features a Sonos surround sound throughout. The backyard, overlooking the preserve, is a quiet sanctuary, where you can enjoy the open air, freeform pool with spa in complete privacy. The whole-house stereo system goes out to the enclosed back patio, making a lovely place to sit and enjoy a peaceful, rare rainy afternoon with a good book and a cuppa. There is an additional 732 square feet of outdoor deck space off the second floor and rooftop. Recent renovations in 2023 include two main bathrooms with high-end decorator tile, premium glass enclosures, and premium plumbing fixtures, including an elegant standalone bathtub. The powder room has also been completely renovated. The kitchen boasts new ceramic tile floors, backsplashes, an induction cooktop, an LG smart refrigerator, a farmhouse sink, and a garburetor. The laundry room features new ceramic tile floors, a washer and dryer, extensive shiplap walls, and a sliding hanging barn door to the pantry. The second-floor bathroom has new tub fixtures, shiplap walls, and a decorator granite sink area. Additional updates include crown moldings throughout the ground floor, new ceiling fans in all bedrooms and the den/office, with a decorator oversized 52-inch windmill fan in the main bedroom. The home also has new LED ceiling can lights, new plantation shutters in the front hall/foyer, and new Levolor blinds in the kitchen and laundry room. The pool area has been upgraded with a new heat pump pool heater, a new filtration system, and a new pool pump and motor. The lanai has new aluminum framing and screening with a screen door, installed in 2025. The second floor has a new flat roof by Curry Roofing with a warranty. The landscape has been renewed with new trees, bushes, sod, and flower plantings worth $20,000, completed in 2022. Premium decorator light fixtures have been added to the dining room, kitchen, and foyer. The entire house exterior was painted in August 2025, and a new second-floor deck was also completed in August 2025. The pristine condition of the lovely home, combined with the quiet, private setting on double lot at the end of a cul-de-sac, makes it the perfect Florida retreat for you and your loved ones. Situated in the enclave of Bishopscourt, a maintenance-free neighborhood behind the gates of The Oaks Preserve, lawn and landscape maintenance, as well as irrigation, are included in the homeowner’s association fees. You will delight in this graceful, inviting home. Membership in The Oaks, Sarasota’s finest golf and country club, is required with homeownership. With two distinctly unique 18-hole championship golf courses, 12 HAR-TRU tennis courts (4 lighted), croquet and pickle ball courts, a state-of-the art fitness center, fine and casual dining options, and a wealth of social events, The Oaks is truly Sarasota’s premier golf and country club. There is currently no waiting list for either Golf or Sports/Social membership.

156 Bishopscourt Road, Osprey

5705 Puccini Street, Nokomis
$649,000
2 Beds ⋅ 2 Baths ⋅ Bellacina By Casey Key SubDv. ⋅ 34275 Zip Code
Prepare to be captivated by this stunning Taylor Morrison Roma model, where elegant upgrades, breathtaking pond views, and resort-style living take center stage! Situated on a quiet cul-de-sac, this inviting home offers 1,682 square feet, 2 bedrooms, 2 bathrooms, and a versatile den/flex room, combining elegant finishes with effortless Florida living. Step inside to discover a bright, open-concept floor plan featuring beautiful engineered wood flooring that flows throughout the main living areas, primary bedroom, and den/flex room, while plush carpeting adds comfort to the guest bedroom. The spacious, appointed kitchen features quartz countertops, an elegant glass subway tile backsplash, stainless steel appliances, a gas range, wine refrigerator, and an Aquasana under-sink water filtration system, opening seamlessly to the spacious dining and living areas. Plantation shutters throughout, tray ceilings, ceiling fans, and thoughtful upgrades add warmth, sophistication, and functionality. Privately situated at the rear of the home, the primary suite offers a peaceful retreat with beautiful views of the expansive pond, creating a serene setting to begin and end each day. The second bedroom offers a unique and desirable guest suite configuration. Simply close the hallway door to create a private guest area with its own bathroom—perfect for visiting family and friends. Both bedrooms feature additional closet shelving for enhanced organization. The guest bathroom has been updated with new glass shower doors, while the beautifully upgraded laundry room features new maple cabinetry, quartz countertops, and a utility sink. The expansive screened lanai showcases elegant travertine tile, a heated saltwater pool and spa with a cascading waterfall feature, and captivating views of the expansive pond. Color-changing pool lighting creates a beautiful evening ambiance, while the Pentair automation system allows convenient remote app control of the pool and spa lighting, temperature, and blowers. Whether entertaining guests or enjoying a quiet afternoon overlooking the water, this exceptional outdoor space captures the essence of Florida living. Extensive professional landscaping by Artistry Landscape Co. enhances the home's curb appeal and lush surroundings. For added peace of mind, hurricane shutters protect all windows, with additional hurricane shutters on the lanai. The garage features hanging safe racks and a convenient EV plug. Bellacina by Casey Key offers an exceptional resort-style lifestyle, featuring a beautiful clubhouse with catering kitchen, heated resort-style swimming pool with cabanas, outdoor spa, 24 hr. fitness center, four lighted pickleball and one Har-Tru tennis court, bocce ball courts, an on-site Activities Director providing a full calendar of events, two dog parks for your furry friends, fire pits, walking trails, and private access to the famous Sarasota Legacy Trail. Golf cart enthusiasts can drive to Nokomis Beach, restaurants, pizza parlors, ice cream shoppes, and the Publix shopping center. Bellacina by Casey Key is ideally located near Venice Island, Siesta Key, Downtown Sarasota, UTC mall and SRQ Airport. From its thoughtfully upgraded interior to its spectacular location and waterfront, outdoor retreat, this exceptional home offers the perfect blend of elegance, comfort, and coastal living!

5705 Puccini Street, Nokomis

740 Arabian Circle, Nokomis
$1,350,000
4 Beds ⋅ 5 Baths ⋅ Mission Valley Estates SubDv. ⋅ 34275 Zip Code
Private Nokomis Paradise on 2 Acres — No HOA, No CDD Discover an extraordinary Florida retreat where space, privacy, and endless possibilities come together! Situated on an expansive 2-acre property in Nokomis, this one-of-a-kind estate offers an exceptional combination of comfortable living, resort-style outdoor entertaining, and incredible space for RVs, vehicles, hobbies, and more. The spacious residence features 4 bedrooms, 4 full bathrooms, and 2 half bathrooms, providing plenty of room for family and guests. A separate mother-in-law apartment adds even more versatility, making it ideal for multigenerational living, extended family, or private guest accommodations. Step outside and experience your own backyard oasis! The impressive swimming pool is surrounded by beautiful white sand, creating a tropical beach-like atmosphere right at home. Enjoy your favorite refreshments at the tiki bar, gather around the fire pit in the evening, or spend sunny Florida days relaxing poolside. The screened pool enclosure features a convenient garage-style screen door, providing easy access to this incredible outdoor entertaining space. If you need room for your recreational vehicles, vehicles, equipment, or hobbies, this property delivers! Features include an attached 2-car garage, a dedicated RV garage with space for two RVs, and an attached 3-car carport beneath a covered area between the main home and garage. Three additional storage sheds provide even more room for tools, equipment, and recreational gear. A separate building currently used as a large office offers outstanding flexibility for a home-based business, creative studio, workshop, or additional hobby space, depending on your needs and applicable requirements. One of the property's biggest advantages is the freedom to enjoy your land without the added expense of NO HOA and NO CDD fees. With two acres of space, multiple buildings, extensive parking, a separate apartment, and a spectacular poolside retreat, this property offers a lifestyle that is anything but ordinary. If you've been searching for a property with room to live, work, entertain, and enjoy everything the Florida lifestyle has to offer, this remarkable Nokomis retreat deserves a closer look!

740 Arabian Circle, Nokomis

1568 Vermeer Drive, Nokomis
$549,000
3 Beds ⋅ 2 Baths ⋅ Sorrento Woods SubDv. ⋅ 34275 Zip Code
SORRENTO WOODS UPDATED HOME WAITING FOR YOU! This beautifully updated home combines stylish renovations, valuable improvements, and an exceptional Florida lifestyle. The renovated kitchen features granite countertops, custom finishes, and new appliances, while updated bathrooms showcase custom tile and oversized tubs. Hand-scraped bamboo flooring and plank tile flow throughout (2020–2021), complemented by double-pane windows and a spacious vaulted Florida room with dimmable lighting (2022). Major updates include a new electrical system (2020), HVAC (2020), a re-piped home, and a roof installed in 2011. Enjoy added water quality features with a whole-home water softener and kitchen reverse osmosis system (2025). Enjoy your private backyard retreat with a saltwater pool and solar heating (2022), renovated pool deck and front porch (2024), and pool cage with no-see-um screening (2023). Additional improvements include upgraded gutters (2024) and a professionally leveled concrete driveway (2025), both with warranties. The generous 0.344-acre lot extends well beyond the row of trees at the rear, offering additional space and privacy. Sorrento Woods offers an outstanding community lifestyle with a private boat ramp and day dock, playground, bocce court, pavilion, and ponds perfect for fishing. Enjoy a welcoming neighborhood filled with food trucks, a community-wide Christmas Eve luminary display, garage sales, Halloween festivities, and so much more! LOCATION, LOCATION, LOCATION! Just minutes from Sarasota Memorial Hospital, Nokomis Beach, the Legacy Trail, numerous grocery stores, and convenient I-75 access, close to A rated schools: Laurel Nokomis about a mile and Pineview is just a short drive! This home offers the perfect blend of comfort, recreation, community, and convenience. Discover the best of Florida living in Sorrento Woods!

1568 Vermeer Drive, Nokomis

403 Longbow Trail, Osprey
$1,100,000
4 Beds ⋅ 3 Baths ⋅ Pine Ranch SubDv. ⋅ 34229 Zip Code
Rarely does a property offer this much flexibility in such a prime Osprey location. Set on two private acres in Pine Ranch, 403 Longbow Trail is more than a four-bedroom, three-bath home; it offers space to create a lifestyle most residential properties simply cannot accommodate. Bring the car collection, RV, boat, motorcycles or horses. The acreage offers the opportunity to explore a future RV or boat garage, collector-car garage, workshop or horse barn, subject to Pine Ranch and Sarasota County approvals. Pine Ranch restrictions permit horses and ponies at up to one per acre, allowing the possibility of up to two on this two-acre parcel, subject to applicable requirements. The approximately 2,770-square-foot residence features a bright, open interior and substantial updates. The remodeled kitchen offers extensive white cabinetry, sleek countertops, a farmhouse sink, stainless-steel appliances, gold-tone hardware and exceptional storage and workspace. Large windows and glass doors bring in natural light and connect the interior to the surrounding greenery. The flexible floor plan offers numerous possibilities. Upstairs, the primary retreat includes an en-suite bath, walk-in closet and private balcony overlooking the pool and grounds. On the first floor, adjoining rooms have been opened to create a larger bedroom area with access to a full bath and the pool area, offering excellent potential for a generous first-floor primary-style suite. Additional bedroom, bath and family room space near the garage creates excellent potential for an in-law or guest suite, office or multigenerational living. Car enthusiasts will appreciate the substantial three-car garage, while the acreage offers even greater possibilities for vehicle, RV, boat or recreational storage. A covered roof connection between the residence and garage area adds convenience, and the circular driveway provides generous access and parking. Outside, mature tropical landscaping surrounds the in-ground pool and patio. Beyond the pool, an expansive lawn, established trees and a peaceful pond with a waterside deck create a private setting for relaxing, gardening, pets or simply enjoying nature. The location is exceptional. Pine View School is approximately 0.6 mile away, with convenient access to the Legacy Trail via the nearby Osprey Junction Trailhead, Oscar Scherer State Park and Blackburn Point Park, where a public boat ramp provides access to Little Sarasota Bay and the Intracoastal Waterway. Nokomis Beach, Siesta Key, marinas, restaurants, shopping, US-41 and I-75 are all within easy reach. Whether your vision includes a collector-car garage, RV or boat storage, workshop, horses, multigenerational living or simply room to breathe, 403 Longbow Trail offers something increasingly difficult to find along Florida's Gulf Coast: space, privacy, flexibility, location and the opportunity to make the property your own. Certain listing photographs include virtually renovated or conceptual representations intended solely to illustrate possible future improvements. Those improvements are not existing features. Buyers should independently verify proposed uses, construction, permitting, zoning and association requirements.

403 Longbow Trail, Osprey

871 Macewen Drive, Osprey
$3,190,000
5 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
A gracious columned front porch, classic dormers and a grand entry staircase introduce this distinctive residence in The Oaks. Set along the 13th hole, the home and separate guesthouse occupy more than half an acre framed by mature trees, with southern exposure, expansive greenspace to the east and no golf cart path bordering the property's side of the course. The setting feels remarkably private and spacious, with beautiful views from virtually every room. Timeless Southern character meets thoughtful updates, including a new tile roof, new hurricane-rated windows and skylights, freshly painted interiors and exterior, refinished wood floors, new upstairs flooring and updated lighting inside and out. Designer wallpaper and a new powder room vanity add fresh style, while the generous covered front porch offers an inviting place for morning coffee and relaxed gatherings. The kitchen features white cabinetry, quartz countertops, a waterfall-edge peninsula and a walk-in pantry. An oversized Viking six-burner gas range with a griddle, a Thermador refrigerator, a EuroCave wine cooler, a built-in Miele coffee maker and reverse osmosis system complement the space. Formal dining, a living room with a fireplace and a light-filled family room create inviting settings for entertaining and everyday living. The main-level primary suite overlooks the pool and grounds, spacious custom-organized closet, dual vanities, soaking tub and separate shower. A study and an exceptionally large laundry room with abundant storage complete the first floor. Upstairs, three bedrooms each feature an en suite bath and walk-in closet. A hidden playroom with skylights offers a magical retreat for imagination and creativity, with its area additional to the stated living square footage. With a full kitchen and bath, the separate guesthouse provides flexible accommodations for visitors, extended family or an au pair. Together, the main home and guesthouse frame an inviting outdoor retreat with an open-air pool and spa, palms and expansive golf course views. Generous entertaining areas, a fenced yard and a screened patio with a fireplace offer spaces to gather or unwind throughout the seasons. The home also includes a recently installed whole-house Generac generator with a 200-gallon buried propane tank. The Oaks lifestyle includes golf, tennis, pickleball, fitness and multiple dining venues, complemented by social gatherings and holiday traditions. Enjoy a casual meal at the Overlook or an evening celebration at the club, with the Legacy Trail, Pine View School and the beaches of Siesta Key and Casey Key nearby. Located in Flood Zone X with no reported history of flooding, this residence brings together architectural charm, substantial recent improvements and an exceptional golf course setting.

871 Macewen Drive, Osprey

455 Oak Point Road, Osprey
$600,000
4 Beds ⋅ 3 Baths ⋅ Blackburn Point Woods SubDv. ⋅ 34229 Zip Code
It’s always about the experience of living near Casey Key and the Intracoastal Waterway from this two-story town home in the maintenance-free community of Blackburn Point Woods. Nearby marina, waterfront park with boat ramp and trail for those seeking a lifestyle that celebrates the water, the wildlife, and the open spaces of Florida — nothing compares. A charming entry to the home leads to the inviting great room with soaring ceilings and a wood-burning fireplace. The first level features a private two-car garage and paver drive, French doors leading to a lanai and private pool area, and a secondary patio with an above-ground hot tub. With two bedrooms on the first level, one a generously sized primary with an en-suite bath, and two on the second, there is abundant space for everyone. Upper-level area for a den and a space for home fitness and an oversized closet. The chef's kitchen has solid wood cabinetry; topped in granite, there is kitchen dining as well as adjacent spacious formal dining. Thoughtful dry bar area for entertaining. Each floor/area of the residence has balconies for seamless indoor/outdoor living, the second-level 8-by-18 balcony has had wood replaced in 2026. Luxury Vinyl flooring throughout the living areas provides warmth and sophistication. Nearby are Publix, CVS, ice cream and coffee shops and numerous restaurants. This location is a short distance to Bayfront Park, tiki bar and two waterfront restaurants, a short scenic drive down Casey Key takes you to Nokomis Beach. The community amenities offer two heated pools, pickleball and tennis, a clubhouse and gym. This extraordinary home is the ideal frame for exceptional, easy living. Home is being offered turnkey furnished, excluding personal effects, some homeowner's decor, and staging decor.

455 Oak Point Road, Osprey

14726 Eagle Branch Drive, Nokomis
$1,575,000
5 Beds ⋅ 5 Baths ⋅ Talon Preserve On Palmer Ranch SubDv. ⋅ 34275 Zip Code
Welcome to the remarkable 14726 Eagle Branch Drive located within the gated community of Talon Preserve with NO CDD FEE. This stunning home combines distinctive architecture, versatile living spaces, and exceptional outdoor entertaining. This exceptional Layton Grande two-story residence features 5 bedrooms, 4.5 bathrooms, and a three-car garage with a 4-foot extension, showcasing extensive builder upgrades and seller customizations. Approximately 12-foot first-floor ceilings and soaring 13-foot tray and coffered ceiling add architectural elegance to this floor-plan. Double entry doors open to a dramatic two-story foyer with a tray ceiling and expansive clear-glass transom windows. Designer fluted accent walls and custom wood ceiling details add distinctive character. The open-concept living and dining areas feature a custom built-in bookshelf and media center surrounding the television, complemented by an electric fireplace. The gourmet kitchen boasts a 48-inch built-in KitchenAid refrigerator, double stacked cabinetry with illuminated glass-front doors, wall oven and microwave, cooktop, and a large quartz island with additional cabinets and shelving. The quartz countertops extend up as the backsplash for an elegant and seamless finish. The pantry features custom shelving and is set up to accommodate a secondary refrigerator. Pocket doors enclose a private guest wing with two bedrooms flanking a full bathroom. A third guest bedroom near the garage has an adjacent full bathroom with a walk-in shower. All bathrooms feature under-cabinet lighting and illuminated mirrors, while guest bedroom closets provide additional shelving and lighting. The spacious primary suite overlooks the pool and lanai through expansive windows. The primary bathroom features under-cabinet lighting, and the walk-in closet includes custom built-in shelving. The dedicated laundry room includes a utility sink, countertops with space for folding, shelving, and cabinetry. Upstairs, an open overlook captures views of the foyer and expansive windows. Under-stair storage accommodates household essentials. The large bonus room offers flexibility for an office, game room, or additional living space. An additional bedroom and full bathroom provide privacy for guests, while extra storage near the upstairs utility room adds convenience. Expansive impact glass, pocket sliding doors open to a private outdoor retreat featuring a custom saltwater pool with spill-over spa and additional water features, generous sun shelf, and custom outdoor kitchen. A pool bath enhances entertaining convenience. Pet owners will appreciate the side-yard dog run enclosed by a four-foot wrought-iron fence. Talon Preserve offers resort-style amenities, including a heated pool with rock waterfall and splash pad, spa, full-service restaurant and bar, approximately 18,000-square-foot clubhouse, state-of-the-art fitness center, arcade, eight pickleball courts, tennis and bocce courts, fire-pit area, and dog park with NO CDD FEE. Conveniently located near Oscar Scherer State Park, Nokomis and Siesta Key beaches, Legacy Trail, Sarasota Memorial Hospital, championship golf courses, I-75, and downtown Sarasota, Venice, and Wellen Park. Community information and governing documents are available at www.talonpreservehoa. Buyers should verify all information with the HOA.

14726 Eagle Branch Drive, Nokomis

Start Your Search

How much is your home worth?

Get instant property value now!